Final Flashcards

1
Q

GR and ketones give…

A

Tertiary alcohol

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2
Q

GR and acyl halide gives

A

Tertiary alcohols

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3
Q

Grignard reagent and formaldehyde produce a

A

Primary alcohol

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4
Q

Tert butoxide

A

Used to eliminate a halogen (anti-zaitsev) to form an alkene

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5
Q

Can be used to make an Alkyne out of a dihaloalkene OR to extend chain with anion

A

NH2-

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6
Q

Grignard reagents and other aldehydes give…

A

Secondary alcohols

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7
Q

From Alkyne to an alkene

A

Lindlar’s cat (Syn)

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8
Q

How to acid catalyze an alkene to get an alkyl alcohol

A

H3O+

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9
Q

GR and esters give

A

Tertiary alcohol

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10
Q

How to produce:

  • Dihalide from an alkene(SYN)
  • Dihaloalkene from Alkyne
A

Cl2/Br2 in CH2Cl2

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11
Q

How to get carbene

A

CHCl3

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12
Q

How to produce alkyl halide from an alkene

A

HX (Mark)

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13
Q

How to get alcohol from alkene with no rearrangements

A

Hg(OAc)2 , H2O2, THF

NaBH4, OH-

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14
Q

How to get from alkene/Alkyne to alkane

A

Pd and H2

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15
Q

How to convert 1° or 2° alcohols into alkyl halides without Carbocation rearrangements

A

PBR3 or SOCL2 (INVERSION!!!)

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16
Q

How to dehydrate an alcohol to make an alkene (3° alcohol)

A

H2SO4 and heat

17
Q

How to dehydrate an alcohol (1° or 2° without any shifts

A

POCl3 and pyridine

18
Q

How to get alcohol (Anti-mark) from an alkene

A

BH3, THF

H2O2, OH. (SYN)

20
Q

How to get Alkyne to a Trans/anti alkene

A

Li/Na in NH3 -78°

21
Q

How to get SYN dihydroxylation

A

OsO4, pyridine

NaHSO3, H20

21
Q

Oxidative cleavage of alkene

A

O3 and CH3 S

22
Q

How to make unsymmetrical ethers (WES)

A

NaH/Na plus alkyl halide (KEEP Stereo)

23
Q

Can only reduce aldehydes and ketones

A

NaBH4

24
Q

How to add protecting group

A

TMSO, add alcohol, then H+

25
Q

How to double-halogenate alkene

A

Br2 in CH2Cl2 (WATCH STEREOCHEMISTRY)… (ANTI)

26
Q

Make symmetrical ethers

A

H2SO4 at 140° (1° alcohols)

27
Q

How to get an epoxide using an alkene

A

mCPBA

28
Q

How to oxidize 1° Alcohols to CA

A

H2CrO4

29
Q

How to brominate Allylic and Benzylic (Anti-Mark)

A

NBS, peroxide, heat